A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotels

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21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
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28 Aug - 30 Aug

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Our top choices for Shelter Island Heights hotels

1. The Chequit

The Chequit
The Heights
United States
Kristin
€286
includes taxes & fees
8 Sept - 9 Sept
The Chequit

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
€240
includes taxes & fees
15 Sept - 16 Sept
House on Chase Creek

3. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
€575
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

4. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
€309
includes taxes & fees
31 Aug - 1 Sept
Shelter Island House

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
€307
includes taxes & fees
1 Sept - 2 Sept
West Neck Guesthouse

6. Zey Hotel

Zey Hotel
Greenport
United States
shaun
€198
includes taxes & fees
14 Sept - 15 Sept
Zey Hotel

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
John
€314
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

8. Sound View Greenport

Sound View Greenport
Greenport
United States
Yveline
€339
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport

9. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
€386
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

10. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
€314
includes taxes & fees
9 Sept - 10 Sept
North Fork Resort

11. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
€351
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate

12. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Connor
€306
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
€376
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums

14. The Menhaden

The Menhaden
Greenport
United States
Lisa
€541
includes taxes & fees
25 Aug - 26 Aug
The Menhaden

15. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
€420
includes taxes & fees
7 Sept - 8 Sept
American Beech Hotel

16. Clinton Motel

Clinton Motel
Clinton
United States
John
€78
includes taxes & fees
2 Sept - 3 Sept
Clinton Motel

17. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Egor
€93
includes taxes & fees
23 Aug - 24 Aug
Pier Blue Inn Old Saybrook - Essex

18. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
John
€100
includes taxes & fees
13 Sept - 14 Sept
Quality Inn Old Saybrook - Westbrook

19. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
€346
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn

20. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
United States
Vita
€184
includes taxes & fees
13 Sept - 14 Sept
Ocean View Terrace Inn
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Stay near popular Shelter Island Heights attractions

Crescent Beach

9.4/10 (13 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
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Menhadden Lane Beach

8.8/10 (3 reviews)
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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Shelter Island Country Club

10.0/10 (3 reviews)
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
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Sylvester Manor

8.8/10 (3 reviews)
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
See properties

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

See all hotels in Shelter Island Heights
A marina with numerous sailboats docked, a large tree in the foreground, and a flagpole with an American flag.
Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The room was beautifully decorated, clean and spacious. The staff were friendly and helpful. The grounds were beautifully maintained. We enjoyed our stay. Perfect location on the water with nice restaurants nearby."
Jeanne 1-night trip
Posted 18 hours ago
The Shoals Suites and Slips
Zey Hotel

Zey Hotel

10/10 Excellent
"The balcony doesn’t have privacy Room was small and super cute, place was clean, staff is great,"
Robert 3-night trip
Posted 19 hours ago
Zey Hotel
The Chequit

The Chequit

8/10 Good
"Room small but very functional, well decorated, bath modern, and very upscale. First night the attendant was wonderful. That was on the 18th. Next day, we had a leak at the shower because the molding on shower door was not working correctly, and the floor got wet. Staff was not really very responsive to that. Had a wonderful area for eating at the restaurant with nice fire pits, very nice with an overview of the water. Nice porch to be able to sit and read in the morning or many people were doing work. One annoyance was that one of the guests was having his phone on speaker while he had a business meeting and he spoke totally out loud, and was very distracting and basically rude. He should’ve taken that conversation elsewhere and taken a walk or gone back to his room. Staff did not feel that there was any need to say anything to him. “It’s a public space” Also, there was an area right near the parking lot that was right adjacent to the building that was totally mowed in full of weeds, that really would’ve been nice if it was cleared up. In all we would return, it was very pleasant otherwise. Nice view of the harbor small but nice. And located really conveniently right by the ferry."
Maribeth 2-night trip
Posted 22 hours ago
The Chequit
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."
Catherine 2-night trip
Posted 1 day ago
Sound View Greenport
North Fork Resort

North Fork Resort

10/10 Excellent
"THERE WAS ONLY ONE THING. THE LAST MORNING THERE WAS NO HOT H2O HOWEVER THE PROBLEM WAS FIXED."
KATHLEEN 2-night trip
Posted 2 days ago
North Fork Resort
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Clean and comfortable room. Very dated furniture."
Leon 1-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"I booked through Expedia because I believed the price I was quoted would be the final cost other than incidentals. Additional resort fees and tax were added to the final bill. Over 130.00 in unexpected cost. Be aware when booking."
Debra 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Great hotel"
Maria 1-night trip
Posted 3 days ago
Montauk Blue Hotel
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Very clean rooms and pet friendly! Good location"
Tiara 3-night trip
Posted 3 days ago
Kenny's Tipperary Inn

More cheap stays in Shelter Island Heights

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
€92
10 Sept - 11 Sept
includes taxes & fees
8.4/10 Very good! (1,024 reviews)
Sleep Inn & Suites Niantic North
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
€93
23 Aug - 24 Aug
includes taxes & fees
8/10 Very good! (1,011 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
€122
2 Sept - 3 Sept
includes taxes & fees
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
€183
7 Sept - 8 Sept
includes taxes & fees
The Bentley Hotel Southampton
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
€198
31 Aug - 1 Sept
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
€214
8 Sept - 9 Sept
includes taxes & fees
The Atlantic Hotel

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Stunning Natural Beauty: Shelter Island Heights boasts picturesque scenery, perfect for outdoor adventures and relaxation.
  • Charming Beaches: Enjoy serene beaches ideal for sunbathing, swimming, and family fun.
  • Historic Attractions: Visit notable sites like the Shelter Island Presbyterian Church and explore the rich local history.
  • Diverse Accommodation: Choose from a range of lodging options, from luxurious hotels to unique agritourism properties.
  • Family-Friendly Activities: Engage in various recreational activities, making it an excellent destination for families.

Find great hotels near Shelter Island Heights

Discover a charming retreat in Shelter Island Heights, where a variety of accommodation options await you, from delightful hotels to unique agritourism properties. Whether you're seeking a pet-friendly getaway, an adventurous family holiday, or a peaceful escape, you'll find the perfect lodging to suit your needs. Explore the inviting atmosphere and stunning surroundings of Shelter Island Heights, ensuring a memorable stay.

  • Sound View Greenport: Sound View Greenport is a charming 3.5-star hotel offering a delightful beachside experience, just 3.2km from Shelter Island Heights. With a guest rating of 8.4 out of 10, it is ideal for families and business travellers alike. Guests appreciate the direct access to the beach, making it perfect for sun-seekers. The hotel is particularly family-friendly, featuring amenities such as free cribs and window guards for children, ensuring a safe and enjoyable stay for families travelling with young ones.
  • Stirling House Bed & Breakfast: This highly-rated 3-star bed and breakfast, located a mere mile from Shelter Island Heights, boasts an impressive guest rating of 9.8 out of 10. Stirling House offers a warm and inviting atmosphere, complemented by complimentary full breakfast options and a relaxed bar and lounge for evening unwinding. Guests can indulge in recreational activities, including nearby bicycle rentals. The property also features entertainment options such as DVD players and premium television channels, alongside stunning waterfront views that enhance the idyllic setting.
  • Sag Harbor Inn: Situated 9.7km from Shelter Island Heights, Sag Harbor Inn is a well-regarded 3.5-star hotel with a commendable guest rating of 9.4 out of 10. This establishment is particularly suited for business travellers, offering an environment conducive to work and relaxation. Guests appreciate the seamless blend of comfort and professionalism, making it a dependable choice for those visiting for work purposes. The inn's proximity to local business hubs ensures convenience, while its charming surroundings provide a pleasant retreat after a busy day.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, a delightful destination perfect for outdoor adventures, family getaways, and romantic retreats. Surrounded by stunning scenery, this island community offers an array of excursions, from relaxing beaches to picturesque trails. Explore nearby neighbourhoods that reflect a blend of luxury and budget-friendly options, ensuring a memorable experience for every traveller in this serene part of New York.

  • Greenport: Nestled merely 1.6km away from Shelter Island Heights, Greenport is a vibrant city renowned for its outdoor charm and romantic beach experiences. The area sees a moderate influx of visitors, particularly bustling between June and August. Greenport offers a plethora of activities, from golf courses to lively music concerts. Visitors can enjoy the stunning local beaches and parks, perfect for a day spent in nature or a leisurely stroll with loved ones. This picturesque locale is ideal for those seeking a blend of relaxation and entertainment.
  • Mattituck: Located 17.7km from Shelter Island Heights, Mattituck is a delightful city that attracts visitors for its outdoor adventures and entertainment-themed experiences. Much like Greenport, the peak tourist season occurs from June to August, with a slight decline in numbers during the winter months. Mattituck is known for its golf courses and local markets, where you can sample fresh produce and artisanal products. The nearby beaches and tranquil lakes make it a perfect spot for families looking to enjoy a day out in the sun or engage in water activities.
  • Springs: Also situated 17.7km from Shelter Island Heights, Springs is a charming village that welcomes travellers year-round, with peak visits from September to November. Known for its outdoor activities and family-friendly atmosphere, Springs boasts recreational areas and golf courses that cater to all ages. The local beaches and parks provide ample opportunities for relaxation and enjoyment, making it an ideal destination for families seeking fun and adventure amidst scenic surroundings. With its welcoming community and laid-back vibe, Springs is sure to leave a lasting impression.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby Southampton Village, approximately 16.1km away, where you’ll find charming boutiques and artisanal markets that showcase local craftsmanship.

Recreation

At the Shelter Island Heights Wellness Retreat, indulge in rejuvenating spa treatments and calming yoga sessions amidst serene surroundings. Enjoy leisurely walks along the waterfront, where you can appreciate nature's beauty and unwind in peaceful settings ideal for reflection and relaxation.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 33.8km from Shelter Island Heights. Feel the adrenaline as you watch high-speed races in a vibrant atmosphere. Alternatively, head to Waterford Speedbowl, 38.6km away, for more exciting motorsport action amidst a lively crowd.

Nightlife

In Shelter Island Heights, the nightlife is charming and laid-back. Venues like The Pridwin Hotel offer relaxed dining and live music, while the Shelter Island Wine Company provides a cosy atmosphere for wine tasting. Enjoy a quiet evening stroll along the waterfront to soak in the serene night views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Shelter Island Heights

For a delightful vacation in Shelter Island Heights, visitors can enjoy a mix of outdoor activities, family-friendly fun, and romantic escapes. Explore beautiful beaches, urban parks, and historic buildings while immersing yourself in the local culture. Key points of interest include the Shelter Island Presbyterian Church, the Town of Shelter Island, and nearby Fishers Island, ensuring a varied experience for all types of travellers.

  • Crescent Beach: Enjoy the tranquil atmosphere of Crescent Beach, nestled within Shelter Island Heights. This idyllic beach offers sandy shores and gentle waves, perfect for a relaxing day by the sea, soaking up the sun and enjoying beach vibes.
  • Orient Point County Park: Located 12.9km away, Orient Point County Park provides a lovely urban park experience with family-friendly activities. Explore its walking trails and picnic areas while embracing the city's outdoor charm and natural beauty.
  • Sag Harbor Marine Park: Just 11.3km from Shelter Island Heights, Sag Harbor Marine Park is a haven for adventure seekers. This marina offers opportunities for boating, fishing, and enjoying the beach, making it an exciting outdoor destination.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyHighAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyAverageModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island Heights

Accessing Shelter Island Heights is convenient via several major airports. Bradley International Airport (BDL) in Hartford, CT, is approximately 98.2km away, with nearby options like The Capitol Hotel and Candlewood Suites Windsor Locks, both providing easy access to the airport. New York's JFK Airport is around 130.4km distant, featuring fine hotels such as The William Vale and Graduate by Hilton, ensuring a comfortable stay. LaGuardia Airport (LGA) is situated about 132.0km from Shelter Island Heights, with luxurious choices like the Four Seasons Hotel and The Lowell, both offering excellent transportation services to the airport.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is one of the top choices for your stay based on our traveller data. This hotel offers a full-service spa and a private beach. Other good choices for your stay include The Chequit and West Neck Guesthouse. See all available top hotels, or vacation rentals in Shelter Island Heights.
What are some of the best holiday rentals that Shelter Island Heights has to offer?
The Hampton Sack a cheerful relaxing beach cottage: This holiday home rental outside of Shelter Island Heights is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best family accommodation in Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your child-friendly holiday. Also, attractions in the area such as East End Seaport Maritime Museum and Railroad Museum of Long Island are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach . See more stays near the beach in Shelter Island Heights.
What's the best accommodation for a golf trip to Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include House on Chase Creek and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness centre, a bar and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 44 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. A couple of additional sights to add to your itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.

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